Saving SSH keys in macOS Sierra keychain

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Problem

As described in detail on https://openradar.appspot.com/27348363, macOS/OS X till Yosemite used to remember SSH keys added by command ssh-add -K <key>.

Unfortunately this way no longer works. Keys added to the keychain via ssh-add -K are not automatically re-added to the ssh-agent after a reboot. As Apple Developer stated:

"That’s expected. We re-aligned our behavior with the mainstream OpenSSH in this area."

Solutions

Solution 1 (recommended)

Apple updated its Technical Notes to indicate that since 10.12.2, macOS includes version 7.3p1 of OpenSSH and its new behaviors.

In ~/.ssh create config file with the following content:

Host * (asterisk for all hosts or add specific host)
  AddKeysToAgent yes
  UseKeychain yes
  IdentityFile <key> (e.g. ~/.ssh/userKey)

Solution 2

After usage of ssh-add -K <key> (it's recommended to use absolute path of keys) call the command ssh-add -A on every startup of macOS.

To automate this, add a .plist with the following content to the path ~/Library/LaunchAgents/:

<?xml version="1.0" encoding="UTF-8"?>
<!DOCTYPE plist PUBLIC "-//Apple//DTD PLIST 1.0//EN" "http://www.apple.com/DTDs/PropertyList-1.0.dtd">
<plist version="1.0">
<dict>
	<key>Label</key>
	<string>ssh-add-a</string>
	<key>ProgramArguments</key>
	<array>
		<string>ssh-add</string>
		<string>-A</string>
	</array>
	<key>RunAtLoad</key>
	<true/>
</dict>
</plist>

<!-- @@@@LingonWhatStart:ssh-add -A@@@@LingonWhatEnd -->

Alternatives

Create this file with the Lingon app.

Use curl to download the .plist file to the stated path:

curl -o ~/Library/LaunchAgents/ssh.add.a.plist https://raw.githubusercontent.com/jirsbek/SSH-keys-in-macOS-Sierra-keychain/master/ssh.add.a.plist

Notes

If you have issues with ssh-add: illegal option -- K after using the ssh-add -K command, you may use the full path of the command /usr/bin/ssh-add.

jirsbek/SSH-keys-in-macOS-Sierra-keychain

jirsbek

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